Dale served as chief deputy collector of customs at Island Pond from 1897 to 1910, when he resigned and was appointed judge of the Brighton municipal court.[4] He later served in the state militia as colonel on the staff GovernorJosiah Grout, and he was also involved in the lumber, electric, and banking businesses.[5]

In 1900 he was an unsuccessful candidate for the Republican nomination in the election for Vermont's Second District seat in the U.S. House.[6] Dale was elected to the Vermont State Senate in 1910 and served two two-year terms.

Dale was the successful Republican nominee in Vermont's Second Congressional District in 1914, and served from March 4, 1915 to August 11, 1923, when he resigned to become a candidate for the United States Senate.[7] Dale served as chairman of the Committee on Expenditures in the Department of the Treasury during the Sixty-Sixth and Sixty-Seventh Congresses.[8]

Dale was campaigning for the Senate on the night of August 2, 1923 when he heard of the death of PresidentWarren G. Harding. Calvin Coolidge was staying at the home of his father John Calvin Coolidge, Sr. in Plymouth, Vermont, and Dale traveled to the Coolidge home to ensure that Coolidge was informed and to offer his assistance. By most accounts, it was Dale who suggested persistently that Coolidge be sworn in immediately to ensure continuity in the presidency, and Dale witnessed Coolidge receiving the oath of office from John Coolidge early on the morning of August 3. Dale later wrote an account of this event.[9][10][11]

Dale was elected to the United States Senate on November 6, 1923 for the remainder of the term ending March 3, 1927, which had been made vacant by the death of William P. Dillingham.[12] Dale was reelected in 1926 and 1932, and served from November 7, 1923, until his death. He was chairman of the Committee on Civil Service (Sixty-ninth through Seventy-second Congresses).

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